Visible-light-induced C(sp3)-H bromination of 4-methylthiophene derivatives with HBr/H2O2

被引：2
|
作者：
Song, Wenbo [1 ,2 ]
Ma, Ming [1 ,2 ]
Zhang, Wenjing [1 ,2 ]
Feng, Ranran [1 ,2 ]
Lu, Congcong [1 ,2 ]
Zhang, Hong-Yu [1 ,2 ]
Zhang, Yuecheng [1 ,3 ]
Zhao, Jiquan [1 ,2 ]
机构：
[1] Hebei Univ Technol, Sch Chem Engn & Technol, Tianjin 300131, Peoples R China
[2] Hebei Prov Key Lab Green Chem Technol & High Effic, Tianjin 300131, Peoples R China
[3] Hebei Univ Technol, Natl Local Joint Engn Lab Energy Conservat Chem Pr, Tianjin 300130, Peoples R China
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2024年 / 22卷 / 20期
关键词：
SOLVENT-FREE BROMINATION; TAK-385; RELUGOLIX; GNRH ANTAGONIST; H2O2-HBR; KETONES; SYSTEM;
D O I：
10.1039/d4ob00547c
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A convenient method to synthesize ethyl 4-(bromomethyl)thiophene-3-carboxylate derivatives has been developed via a visible-light-induced radical process in good yields and with wide functional group tolerance under air conditions and at ambient temperature. The present protocol has the advantages of a high atom economy, easy purification, and environmental friendliness as it employs HBr as the bromine source and the cheap and low-toxic H2O2 as the oxidant. The synthetic utility of this method is demonstrated by a gram scale reaction and its application in the innovative synthesis of the clinical drug relugolix.
引用
收藏
页码：4145 / 4152
页数：8
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